(8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-1,6,8,11-tetrahydroxy-8-(2-hydroxyacetyl)-5,7,8,9,10,12-hexahydrotetracene-5,12-dione; oxalic acid

• ChemBase编号: 170327
• 分子式: C28H29NO15
• 平均质量: 619.52756
• 单一同位素质量: 619.15371923
• SMILES: c1ccc(c2c1C(=O)c1c(C2=O)c(c2c(c1O)C[C@](C[C@@H]2O[C@@H]1O[C@H]([C@@H](O)[C@@H](C1)N)C)(C(=O)CO)O)O)O.C(=O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O.OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@@H](N)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2O
• InChI: InChI=1S/C26H27NO11.C2H2O4/c1-9-21(31)12(27)5-16(37-9)38-14-7-26(36,15(30)8-28)6-11-18(14)25(35)20-19(23(11)33)22(32)10-3-2-4-13(29)17(10)24(20)34;3-1(4)2(5)6/h2-4,9,12,14,16,21,28-29,31,33,35-36H,5-8,27H2,1H3;(H,3,4)(H,5,6)/t9-,12-,14-,16-,21+,26-;/m0./s1
• InChIKey: MPTUGNYPIWGZLI-BUBJVQHESA-N

名称和登记号

名称

• IUPAC标准名: (8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-1,6,8,11-tetrahydroxy-8-(2-hydroxyacetyl)-5,7,8,9,10,12-hexahydrotetracene-5,12-dione; oxalic acid
• IUPAC传统名: (8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-1,6,8,11-tetrahydroxy-8-(2-hydroxyacetyl)-9,10-dihydro-7H-tetracene-5,12-dione; oxalic acid
• 别名: (8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-1,6,8,11-tetrahydroxy-8-(hydroxyacetyl)-5,12-naphthacenedione Oxalate; Desmethyldoxorubicin Oxalate; 14-Hydroxy Carminomycin Oxalate

登记号

• PubChem SID: 164226237
• PubChem CID: 71748924

理论计算性质

• Acid pKa: 8.801472
• 质子受体: 12
• 质子供体: 7
• LogD (pH = 5.5): -0.9314278
• LogD (pH = 7.4): 0.2615405
• Log P: 1.3126832
• 摩尔折射率: 130.1114 cm^3
• 极化性: 50.799023 Å^3
• 极化表面积: 217.07 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO
• 外观: Red Solid
• 熔点: >65°C (dec.)

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - H888500

A semi-synthetic analogue of Carminomycin with cytostatic activity.

参考文献

• Mossman, T., et al.: J. Immunol. Methods, 65, 55 (1983)
• Janicke, R.U., et al.: J. Biol. Pharm., 273, 9357 (1983)
• Sidorova, T.A., et al.: J. Med. Chem., 21, 5330 (1983)